Process of dyeing cellulose esters and ethers



Patented June 8, 1926.

UNITED STATS @FEIQE.

CARL ERICH Mll'LLER, OF HOGHST-ON-THE-MAIN, GERMANY, ASSIGNOR, BY MESNE ASSIGNMENTS, TO GRASSELLI DYESTUFF CORPORA'IIGN, 0F NEW YORK, N. Y., A

CORPORATION OF DELAWARE.

PROCESS OF DYEING CELLULGSE ESTERS AND ETI-IEES.

N0 Drawing. Application filed January 24, 1925, Serial No. 4,501, and in Germany January Q It is known that the hitherto used acid gdyestutts of the anthraquinone series do not igive any or only very weak dyeings on facidyl cellulose.

Now I have found that the niono-sulfonated 1.4-dia1ninoand amino-oxyanthraquinones, their alkyland arylor aralkylsubstitution products, containing the sulfogroup not in the side chain, but in 2-position or 3-position of the anthraquinone nucleus,

, yield direct dyeings on acetyl cellulose in deep tints. The dyeings thus obtained possess'a good :tastness to washing and an excellent fastness to light.

The following example illustrates my in vention:

1 kg. of acetate silk is dyed for 1 hour at 60-70 C. in a dye bath of -25 liters, in

which 20 grams of 1.4-diaminoanthraquinone-Q-sultonic acid are dissolved, with or without the addition of salts or acids and with or without protectiye colloids. In this manner a deep violet'tint isobtained on the fibre. v

If for the 1.4L-diaininoanthraquinone-Q- sulfonic acid is substituted the -QXj -laininoanthraquinone-3-sulfonic acid, a red dish violet tint is obtained and when using 1- phenylamino-4c-aminoanthraquinone-3-sultonic acid a deep vivid blue tint. When using 1-phenyla1nino-4E-a1nino 7 -chloranthra quinone-3-sultonic acid, an intense blue tint with a green hue is obtained.

By cellulose esters I understand notonly the real esters obtain able by causing acids to act on cellulose, but also the so-called ethers, obtainable for instance by causing halogen alkyls to act on cellulose compounds.

evident that the process may also be applied to products containing cellulose esters or others and other vegetable or animal fibres.

It is,

I claim:

1. The process of dyeing cellulose esters and ethers, consisting in dyeing these materials with the niono-sulfonic acids of 1-aininoanthraquinones of the following formula:

(\/O\/\ ek /K) formula n &? R 5 ti N R wherein R represents hydrogen, an alkylarylor aralkyhgroup, th-e sulfo group being in the same nucleus of the anthraquinone as the amino groups.

3. The process of dyeing cellulose esters and others, consisting in dyeing these materials with l-phenylaminol-aininoanthraquinone-3-sultoni o acid,

4. As new products, cellulose esters and diaininoanthraquinones of the following ethers dyed with the inono-sulfonic acids of formula:

l-aminoanthraquinones of the following formula u R 25 5 R u R ch wherein R represents hydrogen, analkyl- X arylor aralkyl-group, the sulfo group being in the same nucleus of the anthraquinone wherein R represents hydrogen, an alkylas the amino groups, said products being 35 arylor aralkyl-group and X represents an violet to blue materials of excellent fastness. alninoor hydroXy-group or an alkyl-, eryl- 6. As new products, cellulose esters and or arulkylmninoor hydroXy-group, the ethers dyed with 1-phenylamino-4-aminoansulfo group being in the same nucleus of the hraquinone-3-su1fonic acid, Said products anthraquinone as the amino group. being blue materials of excellent fastness. 40 5. A n w products, cellulose esters and In testimony whereof,Iaffixinysignature. others dyed with mono-sulfonicacids of 1.4- CARL ERICH MULLER. 

